#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:32:00 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/57/1505723.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1505723
loop_
_publ_author_name
'Wong, Alan'
'Pike, Kevin J.'
'Jenkins, Rob'
'Clarkson, Guy J.'
'Anupõld, Tiit'
'Howes, Andrew P.'
'Crout, David H. G.'
'Samoson, Ago'
'Dupree, Ray'
'Smith, Mark E.'
_publ_section_title
;
 Experimental and theoretical 17O NMR study of the influence of
 hydrogen-bonding on C=O and O-H oxygens in carboxylic solids.
;
_journal_issue                   5
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              1824
_journal_page_last               1835
_journal_paper_doi               10.1021/jp055807y
_journal_volume                  110
_journal_year                    2006
_chemical_formula_sum            'C4 H3 Cl O4'
_chemical_formula_weight         150.51
_chemical_name_systematic
;

 ?

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.395(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.558(2)
_cell_length_b                   4.9822(14)
_cell_length_c                   16.015(4)
_cell_measurement_reflns_used    2591
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      3
_cell_volume                     602.5(3)
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1994)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997)'
_computing_publication_material  'SHELXTL (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.924
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device_type  'Siemens SMART diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            3681
_diffrn_reflns_theta_full        29.01
_diffrn_reflns_theta_max         29.01
_diffrn_reflns_theta_min         2.55
_diffrn_standards_decay_%        nil
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     90
_refine_ls_number_reflns         1480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0310
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0444P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0770
_reflns_number_gt                1153
_reflns_number_total             1480
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp055807ysi20051220_083820.cif
_cod_data_source_block           choromaleciacid
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1505723
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O -0.34924(16) 0.2749(2) 0.33058(7) 0.0313(3) Uani 1 1 d .
H1 H -0.444(3) 0.324(4) 0.2983(13) 0.050(6) Uiso 1 1 d .
O2 O -0.35459(14) -0.1116(2) 0.25848(7) 0.0270(3) Uani 1 1 d .
C2 C -0.29410(19) 0.0334(3) 0.31292(9) 0.0202(3) Uani 1 1 d .
Cl3 Cl 0.05987(5) 0.09388(9) 0.33191(3) 0.03278(14) Uani 1 1 d .
C3 C -0.13231(18) -0.0470(3) 0.36593(9) 0.0209(3) Uani 1 1 d .
C4 C -0.13065(19) -0.2147(3) 0.43012(9) 0.0236(3) Uani 1 1 d .
H4 H -0.0204 -0.2610 0.4570 0.028 Uiso 1 1 calc R
C5 C -0.2945(2) -0.3318(3) 0.46110(9) 0.0221(3) Uani 1 1 d .
O5 O -0.44230(13) -0.2454(2) 0.43703(6) 0.0276(3) Uani 1 1 d .
O6 O -0.26878(16) -0.5257(2) 0.51418(7) 0.0304(3) Uani 1 1 d .
H6 H -0.368(3) -0.597(5) 0.5303(16) 0.080(9) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0332(7) 0.0215(6) 0.0376(7) -0.0050(5) -0.0164(5) 0.0072(5)
O2 0.0232(6) 0.0268(6) 0.0304(6) -0.0081(5) -0.0078(4) 0.0017(4)
C2 0.0178(7) 0.0198(7) 0.0228(7) 0.0011(6) -0.0005(5) -0.0015(6)
Cl3 0.0200(2) 0.0376(2) 0.0403(3) 0.00950(18) -0.00332(15) -0.00856(16)
C3 0.0153(7) 0.0198(7) 0.0273(8) -0.0020(6) -0.0026(5) -0.0015(5)
C4 0.0183(7) 0.0232(8) 0.0287(8) 0.0008(6) -0.0047(6) 0.0006(6)
C5 0.0216(7) 0.0221(7) 0.0224(7) -0.0010(6) -0.0025(5) 0.0010(6)
O5 0.0193(5) 0.0291(6) 0.0346(6) 0.0050(5) 0.0023(4) 0.0056(4)
O6 0.0244(6) 0.0349(7) 0.0315(6) 0.0127(5) -0.0030(5) -0.0019(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 C2 O1 126.29(13)
O2 C2 C3 121.29(13)
O1 C2 C3 112.31(12)
C4 C3 C2 125.72(13)
C4 C3 Cl3 121.46(11)
C2 C3 Cl3 112.77(11)
C3 C4 C5 122.01(13)
O5 C5 O6 124.74(14)
O5 C5 C4 121.03(13)
O6 C5 C4 114.23(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C2 1.3078(18)
O2 C2 1.2073(17)
C2 C3 1.5131(19)
Cl3 C3 1.7221(15)
C3 C4 1.324(2)
C4 C5 1.474(2)
C5 O5 1.2429(17)
C5 O6 1.2962(18)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O2 0.90(2) 1.77(2) 2.6643(15) 173(2) 2_455
O6 H6 O5 0.88(3) 1.74(3) 2.6118(17) 177(2) 3_446
C4 H4 O6 0.95 2.46 3.370(2) 161.2 3_546
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4941254
